Enantioselective Synthesis of an All-Carbon Quaternary Stereocenter by Chiral Br?nsted Acid-Catalyzed Friedel-Crafts-Type Reaction between Pyrroles and 3-Indolylmethanols

被引：5
|
作者：
Uchikura, Tatsuhiro [1 ]
Sanchez-Sordo, Irene [1 ]
Yoshimura, Tatsuhiko [1 ]
Makino, Yudai [1 ]
Osakabe, Hiroto [1 ]
Akiyama, Takahiko [1 ]
机构：
[1] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 12期
关键词：
BRONSTED ACID; NATURAL-PRODUCTS; INDOLE; ALKYLATION; CONSTRUCTION;
D O I：
10.1021/acs.joc.2c02633
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed a chiral phosphoric acid-catalyzed enantioselective Friedel-Crafts alkylation reaction between pyrroles and indolylmethanols. Wide substrate scope was observed, and a chiral all-carbon quaternary center was constructed at the 3 position of indoles in high yields with high to excellent enantioselectivities (up to 99% ee).
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收藏
页码：7774 / 7783
页数：10
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